HCID 68727240, compound → HCID 68725336, compound

HRID 408670Notes

Reaction equation

HRID 408670 reaction equation
[CH3:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:16][CH2:15][CH:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N+:23]([O-])=O)[CH:8]=2)[N:3]=1>[Pd].C(O)C.ClCCl>[CH3:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:16][CH2:15][CH:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([NH2:23])[CH:8]=2)[N:3]=1

Participants

5

Reactant 1

HCID 68727240HCID 68727240, compound

Product 1

HCID 68725336HCID 68725336, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

2-Methyl-6-nitro-4-(3-phenylpyrrolidin-1-yl)quinoline (0.29 g; see Preparation 7 above) and palladium on carbon (10%, 0.2 g) in ethanol (10 mL) and dichloromethane (4 mL) was stirred under a hydrogen atmosphere for 3 hours. The reaction mixture was filtered and concentrated to give the title compound as a thick yellow oil, which was used without further purification.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-f8326fbf00ba4e609921a44af54e8e5b
Source dataset
uspto-grants-2014_06
Patent number
US08759348B2

Reaction notes

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